
Family-friendly holiday rentals in Southern Oregon
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Top-rated family-friendly rentals in Southern Oregon
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Mountain View Treehouse
Perched 17 feet above the forest floor between four mature Douglas fir trees and ready for your relaxing escape. You may catch a glimpse of a blacktail deer, turkey, grey squirrel, or hear a great horned owl or woodpecker. No comfort is left out, equipped with an unlimited hot water shower, toilet, sink, heat and ac. The interior of the treehouse is lined with incense cedar harvested on the property. Small decks off the front and back of the treehouse to relax and enjoy your morning coffee.
KitchenIndoor spacesSolo travel

Enchanted Conestoga wagon on the Applegate River
Reconnect with nature in the breathtaking Applegate Valley while enjoying the comfort of our cozy covered wagon. Take a step back in time and create memories as our ancestors did on the Oregon trail in covered wagons. Escape the hustle and bustle of everyday life & unwind in harmony with nature on the Applegate River. Enjoy the many nature trails that meander throughout the 12 acres on our farm. Say hello to all of the cute furry animals grazing on our pasture. Your adventure awaits!!
Indoor spacesFamilyBarbecue

| The Chalet | 1+ acre| Remodeled | Quiet |
Discover tranquility in our A-frame cabin nestled among the pines. A rustic haven where the scent of pine fills the air, inviting you to unwind on the porch. Inside, a cozy living space & quaint kitchen offer comfort. Retreat to the loft bedroom, where the soft glow of morning light through pine branches awaits. Whether a romantic escape or family adventure, this cabin is a sanctuary, a respite from the daily rush. Embrace simplicity, enjoy the peace & quiet, and enjoy all the nearby beauty.
KitchenIndoor spacesHiking

Tree Top Studio
Find your Peace in this cozy light filled studio in the treetops of the Siskiyou mountains. The studio is very private with views in every direction of trees, earth and sky (no other buildings in sight). You have direct access to trails leading to old growth forest and a refreshing year long creek. The studio space is an inspiration for artists and lovers of fine details. The kitchen meets all your basic culinary needs. Living room has cozy nooks. Bedroom upstairs has a comfy queen size bed.
FamilyKitchenQuiet

The Bluebird House
John Muir once said, "The best place to ride out a storm is in a tree." Enjoy storm watching on the Oregon Coast in a unique way; be warm and cozy inside, feel the sway of the tree, and watch the waves crash below against the famous Samuel Boardman Corridor. Whether you are romatic love birds or a family of adventurers, you will love it! Property is set on seven acres of farm, forest and beach. There are gardens year around, transformed in winter by local fairies and twinkling lights.
Indoor spacesKitchenParking

Ripple Rock Lodge- Gateway to Crater Lake
The Ripple Rock Lodge offers amazing views of The Rogue River Gorge and Lost Creek Lake. The lodge has a large patio with ambient lighting, and both gas and charcoal grills! It is located on a 10 acres parcel of woodlands to explore with access to the Rogue River and numerous hiking trails. Medford International Airport is approximately 40 miles from the Lodge and Crater Lake National Park is approximately 35 miles. Now offering as a wedding venue, please message with any inquiries!
KitchenIndoor spacesSleep quality

Red Barn in Wine Country
Luxury barn with a rustic feel on "Red Barn Farm" in Southern Oregon Wine Country. Our five-acre micro-farm is situated on the Applegate River exactly between Crater Lake & the Redwood forest. Our lush Applegate valley is a region of 19 artisan wineries. Walk to Red Lily Vineyard tasting room. This farmstay has a river swimming hole, friendly chickens, mini-goats & sheep, and a fire pit to spend dreamy evenings under the stars. Visit Wine Country Farm Stay dot com for more info!
FamilyKitchenComfort

Secluded mountain retreat, 10m. to Ashland, by PCT
Beautiful hand built log house nestled in the Cascade mountains of Southern Oregon. 15 minutes to Ashland, 20 minutes to Mt. Ashland Ski Area, and a three minute walk to Pacific Crest Trail. This home is a cozy, quiet getaway: surrounded by a 38 acre old forest w/ endless mountains and trails at your doorstep. Features include glassed in sun room (sleep under the stars), fully equipped kitchen, large covered deck, seasonal wood-fired sauna, swimming pond and walking trails.
KitchenFamilyDecor

Heartwood Treehouse
Let your childhood dreams come true in our cozy, light-filled treehouse nestled in a grove of grand fir. Constructed with the finest wood from our sustainable forest, you will surely enjoy the views from the three large decks overlooking a pond, meadow, and rolling hills. Relax in tranquility as you feel the breeze rustling through the trees or stroll serenely through the pasture and meet our friendly horse, Dora. Your bliss awaits you at the Heartwood Treehouse. ❤️
Indoor spacesKitchenBathroom

The Epic A - Charming 1960s A-Frame w/Hot tub
Introducing The Epic A, an A-frame style home in the Southern Oregon countryside minutes from downtown. This charming space is perched on a hillside with a view of the local mountains, a hot tub, and everything you need to enjoy your visit to Grants Pass. The hosts have taken special care to balance vintage style with modern comforts and create a relaxing atmosphere. Expect quiet evenings and wildlife visits on this beautiful acre property.
FamilyIndoor spacesParking

Creekside Beaver Cabin
Creekside comfort meets Crater Lake adventure! This modern 3-bedroom, 3-bath retreat offers a peaceful setting with wildlife at your doorstep and easy access to Crater Lake, Diamond Lake, and the Klamath Basin. Enjoy a fully stocked kitchen, BBQ, high-speed internet, washer/dryer, plus guest access to a shared dock and kayaks. Perfect for relaxing, exploring, and making memories in Southern Oregon!
KitchenIndoor spacesQuiet

The Cabin at Farwood Retreat, Riverfront Cabin
This beautiful picturesque cabin overlooks Jackson Creek surrounded by forest, wildlife, and rivers. Read a book in a hammock overlooking the creek. Enjoy a peaceful soak in the hot tub while listening to the running river, or enjoy a cup of coffee while gazing out at nature and listening to the surrounding wildlife. Frequently visited by deer, geese, a great blue heron, bald eagles and much more.
KitchenFamilyComfort
Popular amenities for Southern Oregon family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury Chalet: Views, Hot Tub and Fireside Comfort
FamilyIndoor spacesLaundry

The Lighthouse Cabin
FamilyKitchenCheckout

The Greenwood Villa w/wood fire hot tub
FamilyKitchenValue

Gateway to Cathedral hills
Indoor spacesKitchenBiking

Private Country Paradise
KitchenIndoor spacesDecor

Chalet in the Woods
Indoor spacesFamilyHeating

The Birdhouse Retreat| Views & Hot Tub
Indoor spacesKitchenPets

A-Frame cabin • hot tub • near Bend • Crater Lake
FamilyIndoor spacesOutdoor spaces
Family- and pet-friendly home rentals

Rustic Riverfront Cabin
Indoor spacesKitchenDecor

Rogue River Retreat
Indoor spacesKitchenHospitality

Hippie Shack Yurt/Tiny House at Pachamama Farm
Indoor spacesKitchenCheck-in

Log Cabin w/Treehouse & Zip Line on Rogue River
KitchenFamilyCheck-in

Myrtle's Yurt
KitchenFamilyHiking

Camp 505-Little Cabin in the Woods Sunny Valley OR
Indoor spacesKitchenSleep quality

Rae of Sunshine Sanctuary
Indoor spacesFamilyParks

Yurt Glamping on Historic Oregon Vineyard
FamilyKitchenBarbecue
Family-friendly home rentals with a pool

Cozy Retreat/ 6 Express Pool Passes
KitchenIndoor spacesPool

Pool house with hot tub and extras (year round)
FamilyIndoor spacesCleanliness

Studio between Bend and Crater Lake on the water
KitchenFamilyBiking

Luxury Mountain-Top Retreat | Sleeps 14
KitchenFamilyPool

Quiet neighborhood 3 BR w/ pool
KitchenFamilyTV

Crew Work, personal Space, Swim, Hot Tub, Big TVs
Indoor spacesKitchenBarbecue

1940s Vintage apartment steps from the Rogue River
KitchenIndoor spacesShared spaces

European-Inspired Retreat + SHARC & EV Charger
Indoor spacesKitchenHospitality
Destinations to explore
- Portland Holiday rentals
- South Lake Tahoe Holiday rentals
- Bend Holiday rentals
- Sacramento Holiday rentals
- Eugene Holiday rentals
- Reno Holiday rentals
- Lincoln City Holiday rentals
- Seaside Holiday rentals
- Cannon Beach Holiday rentals
- Truckee Holiday rentals
- Rockaway Beach Holiday rentals
- Sunriver Holiday rentals
- Chalet rentals Southern Oregon
- Farmstay rentals Southern Oregon
- Apartment rentals Southern Oregon
- Waterfront rentals Southern Oregon
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- Barn rentals Southern Oregon
- Cottage rentals Southern Oregon
- Rentals with a hot tub Southern Oregon
- Tent rentals Southern Oregon
- Yurt rentals Southern Oregon
- House rentals Southern Oregon
- Rentals with an accessible height toilet Southern Oregon
- Rentals with pools Southern Oregon
- Ski-in/ski-out rentals Southern Oregon
- Rentals with a sauna Southern Oregon
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- Private suite rentals Southern Oregon
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- Boutique hotels Southern Oregon
- Townhouse rentals Southern Oregon
- Rentals with breakfast Southern Oregon
- Rentals with beach access Southern Oregon
- Tiny house rentals Southern Oregon
- Tree house rentals Southern Oregon
- Luxury rentals Southern Oregon
- Rentals with lake access Southern Oregon
- Cabin rentals Southern Oregon
- Rentals with a kayak Southern Oregon
- Condo rentals Southern Oregon
- Campsite rentals Southern Oregon
- Villa rentals Southern Oregon
- Hotel rooms Southern Oregon
- Bed and breakfasts Southern Oregon
- Loft rentals Southern Oregon
- Beachfront rentals Southern Oregon
- Pet-friendly rentals Southern Oregon
- RV rentals Southern Oregon
- Family-friendly rentals Oregon
- Family-friendly rentals United States





